(1,1'-Biphenyl)-4-carboxylic acid, 2'-((6R,6aR,11bR)-2-(aminoiminomethyl)-6,6a,7,11b-tetrahydro-5H-indeno(2,1-C)quinolin-6-yl)-5'-hydroxy-4'-methoxy- | 1004551-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1,1'-Biphenyl)-4-carboxylic acid, 2'-((6R,6aR,11bR)-2-(aminoiminomethyl)-6,6a,7,11b-tetrahydro-5H-indeno(2,1-C)quinolin-6-yl)-5'-hydroxy-4'-methoxy-
• 英文别名: 4-[2-[(6R,6aR,11bR)-2-carbamimidoyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinolin-6-yl]-5-hydroxy-4-methoxyphenyl]benzoic acid
• CAS: 1004551-40-9
• 化学式: C₃₁H₂₇N₃O₄
• 分子量: 505.573
• InChiKey: UZOHOGNUODEPEP-USOMCTOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  129
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-羧基苯硼酸 在 indium(III) triflate 、 palladium 10% on activated carbon 、 盐酸羟胺 、 氢气 、 碳酸氢钠 、 potassium hydrogencarbonate 、 三乙胺 、 三(邻甲基苯基)磷 、 zinc(II) chloride 作用下， 以 甲醇 、 乙二醇二甲醚 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 90.0 ℃ 、101.33 kPa 条件下， 反应 29.25h， 生成 (1,1'-Biphenyl)-4-carboxylic acid, 2'-((6R,6aR,11bR)-2-(aminoiminomethyl)-6,6a,7,11b-tetrahydro-5H-indeno(2,1-C)quinolin-6-yl)-5'-hydroxy-4'-methoxy-
  参考文献：
  名称：

  Discovery and gram-scale synthesis of BMS-593214, a potent, selective FVIIa inhibitor

  摘要：

  A 6-amidinotetrahydroquinoline screening hit was driven to a structurally novel, potent, and selective FVIIa inhibitor through a combination of library synthesis and rational design. An efficient gram-scale synthesis of the active enantiomer BMS-593214 was developed, which required significant optimization of the key Povarov annulation. Importantly, BMS-593214 showed antithrombotic efficacy in a rabbit arterial thrombosis model. A crystal structure of BMS-593214 bound to FVIIa highlights key contacts with Asp 189, Lys 192, and the S2 pocket. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.013

文献信息

• Assay for determining factor viia inhibitor concentration in plasma samples
  申请人：Blat Yuval

  公开号：US20080026447A1

  公开（公告）日：2008-01-31

  This invention provides a method for determining the concentration of a factor VIIa inhibitor in a sample. A method for determining non specific binding of a factor VIIa inhibitor to proteins other than factor VIIa is also provided.
• ASSAY FOR DIFFERENTIATING COMPOUNDS THAT MODULATE THE EXTRINSIC AND/OR INTRINSIC COAGULATION PATHWAYS
  申请人：Wang Xinkang

  公开号：US20080026474A1

  公开（公告）日：2008-01-31

  Methods for differentiating compounds that modulate the extrinsic and/or intrinsic coagulation pathways are provided. Also provided are methods for identifying a compound that modulates the extrinsic coagulation pathway. In addition, methods for determining an effective dosage of an anticoagulant in a patient are provided.
• Discovery and gram-scale synthesis of BMS-593214, a potent, selective FVIIa inhibitor
  作者：E. Scott Priestley、Indawati De Lucca、Jinglan Zhou、Jiacheng Zhou、Eddine Saiah、Robert Stanton、Leslie Robinson、Joseph M. Luettgen、Anzhi Wei、Xiao Wen、Robert M. Knabb、Pancras C. Wong、Ruth R. Wexler

  DOI：10.1016/j.bmcl.2013.02.013

  日期：2013.4

  A 6-amidinotetrahydroquinoline screening hit was driven to a structurally novel, potent, and selective FVIIa inhibitor through a combination of library synthesis and rational design. An efficient gram-scale synthesis of the active enantiomer BMS-593214 was developed, which required significant optimization of the key Povarov annulation. Importantly, BMS-593214 showed antithrombotic efficacy in a rabbit arterial thrombosis model. A crystal structure of BMS-593214 bound to FVIIa highlights key contacts with Asp 189, Lys 192, and the S2 pocket. (C) 2013 Elsevier Ltd. All rights reserved.